Episode 257
"Chururup... churup..."
"Hah...!?"
Before Frey could even utter a word, Serena, who had pounced on him, interlocked her fingers with his and engaged in a passionate kiss, their tongues intertwining.
"Mmm..."
Serena's tongue work, honed through nightly image training to satisfy her fiancé, was so sweet that even Frey, who had recently experienced plenty of tongue-kissing, found it hard to endure.
After a long while, Serena slowly pulled back, a long strand of saliva stretching between them, and Frey gazed up at her with a completely melted expression.
"S-Serena..."
Due to the intense kiss with Frey, Serena was letting a long strand of saliva mixed with his and her own saliva drip down.
"Hah... hah..."
Despite it being a cold winter, her body was so heated that she was slightly sweating, and looking down at Frey's cute expression that she had never shown anyone else, she breathed roughly.
- Squeeze...!
Serena, who had been pinning Frey down with her knees and holding his hands, slowly applied pressure to both, and with eyes full of love and lust, she whispered.
"You have no idea how much effort I put into creating this situation."
"Huh?"
"This shabby inn in this remote place has no animal friends barging in, no Demon Lord army or hero party intrusions, no interference from pets or old maids..."
"Y-you mean..."
"You've fallen into my trap, Frey..."
Saying that, Serena lowered the underwear she had wrapped around her chest.
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"Now you can't... run away anywhere... ♡"
From between her legs, an unidentifiable liquid—whether sweat or something else—was flowing down.
"Oh, um..."
Since there was no foreplay and no caressing, Frey thought it was just sweat that happened to be flowing down there.
That is, until he noticed her panties were slightly damp.
"Hehe."
Taking that as an OK sign, Serena smiled a smile that was both happy and alluring.
"Then, shall we begin?"
"...Mmh."
And so, the first night of the boy and girl who were each other's first loves began.
.
- Click...!
Serena's fair and beautiful hand undid the belt Frey was wearing.
"Hah..."
Then, after carefully lowering her head, Serena breathed warm air onto Frey's underwear.
"Mmh."
"Heheh... is this already too much?"
When Frey's body flinched and trembled at the ticklish sensation, Serena narrowed her eyes and asked.
"You shouldn't be reacting like this already...?"
From the moment she learned that one of the decisive conditions for breaking the Curse of Subjugation was intercourse with the one who had weakened the curse by putting their lifespan into it, she had thought only of this moment.
And because of that, Serena had no intention of ending tonight wastefully.
Since this was an opportunity that might not come again, she was fully intent on getting her money's worth.
"Well, don't worry..."
With a composed expression, Serena grabbed Frey's underwear and smiled at Frey, who was still looking at her with a flushed face.
"I'll control it... as much as possible..."
Thinking of Frey's small and cute member she had seen every time they bathed together as children, and the knowledge of bedroom techniques she had diligently studied every night.
"...Huh?"
But the moment she pulled down Frey's underwear, the composure disappeared from Serena's expression.
".......!"
A foolish and flustered expression that didn't suit the nighttime Serena soon swept across her face.
"W-what is this...?"
"You know what it is."
"I-It's a little... different from what I saw in books?"
For Serena, who had never seen a man's member even once throughout her past and current lives, the standards in books were truth.
But Frey's member was no longer the small and cute form she had seen when she was young.
"Oh, um..."
A massive and magnificent pillar that far exceeded even the maximum size she had calculated just in case was slowly overwhelming her.
"Mmh, hem hem. Still... this is at least... a-above average, right?"
But she couldn't lose the initiative now, so she modified her perfectly laid plans in real-time and muttered with a nonchalant expression.
'I-It'll... fit, right?'
But that didn't make the size of the member any smaller.
'R-right... once... I take it out once, it'll shrink, right?'
Unable to summon the courage and just breathing on the pillar for a while, tormenting Frey, Serena finally steeled her resolve and reached out her hand.
- Swipe, swish...
"Frey, look at this."
Serena, who had carefully grabbed Frey's cock with both hands, rubbed his member against her cheek with a shy smile.
"The world's greatest genius and future Imperial Chancellor, a Duke's daughter, is lewdly rubbing her cheek against your cock."
"Mmh..."
"The head of an assassination family that could assassinate all Imperial officials with a single word, is marking herself as your tool forever."
"......."
At Serena's deliberately chosen lewd words, Frey's eyes began to change.
"Then..."
Thanks to that, his cock, which was already standing stiff, became even more bulging as if it would burst, and Serena stuck out her tongue with a satisfied smile.
- Lick...
Serena's tongue slowly traced up Frey's pillar from bottom to top.
"Hah..."
"...Mmh."
And the next moment, Serena, who had slightly taken Frey's glans into her mouth, began to quietly watch for Frey's reaction.
"H-hey... Serena?"
- Churup...
"Stop teasing... mmh."
Serena, who had been licking with her tongue while slightly stimulating Frey's glans with her teeth as if eating a bar candy, smiled with her eyes when Frey made a tormented expression.
It was because of her brazen confidence that she was controlling his cock that was only big in size.
'Frey's scent... it's nice...'
Serena tormented Frey for a while, imprinting the smell and taste of his cock in her mind.
'Then now, slowly...'
She had been staring while slightly holding his quivering cock, wondering how much more she should take in to perfectly satisfy Frey.
- Thump...!
At that moment, Frey sat up from the bed, raising his waist.
".....!?"
As a result, Serena, who still had his glans in her mouth and was wetting his pillar with saliva, looked at Frey with wide eyes.
"Mmbbb...!"
At that moment, Serena's head went down all at once.
"Mmb! Mmb!"
Because Serena had been teasing his cock for several minutes with a mischievous expression, Frey's 'Villainization' had manifested in a way that maximized his impulses.
"Mmm..."
Thanks to that, Serena, who had swallowed Frey's cock to the root, began to choke from his member filling her throat, and reached out her trembling hand to him.
"S-sorry...! Serena...!"
Only then did his mind clear and Frey, seeing her agonized expression, tried to pull away from her.
- Squeeze...!
"...Mmh."
Serena, who was shedding tears from her eyes, wrapped her arms around his waist and quietly closed her eyes, still swallowing his cock to the root.
She thought that since she was the one who tormented Frey, she should be the one to relieve his frustration.
"...Hehe."
Serena kept her face buried until the moment her mind went blank, feeling the warmth and twitching of Frey's member with a happy smile.
- Throb...!
"Mmh!"
At that moment, her throat, stuck tight to Frey's cock, began to throb wildly, and Frey, reaching his limit, squeezed his eyes shut at the ejaculation sensation rising from the root and twisted his hips.
- Spurt, spurt...!
After a moment, Frey's member began to spew white fluid.
"Mmh..."
The fluid filled with Frey's seed went down Serena's throat and into her stomach.
"......."
Feeling both ecstasy and regret at that fact, Serena felt her mind becoming hazy and slowly closed her eyes.
"Puhah...! Hah...! Hah...!"
At that moment, Frey quickly unwrapped her arms wrapped around his waist and pulled out his deeply buried cock.
"S-Serena... are you okay...?"
"Cough... ugh..."
Then, Frey looked at Serena with a worried expression as she sat curled up on the bed with a pale face, breathing roughly, and patted her back.
"I'm okay now."
After a short while, Serena, who had regained her senses and took the hand of the anxious Frey, smiled gently and looked down at her stomach.
"Hehe."
Imagining Frey's semen wriggling inside her, she stroked her stomach preciously and smiled.
"Did you know, Frey?"
Her face was now glowing.
"The Moonlight family absorbs most of the foreign energy that enters their body and becomes stronger from it."
Serena's confident smile contained a provocation that she would only get livelier the more she was squeezed, so go ahead and try.
"I know."
Frey, who knew Serena better than anyone else, couldn't have missed that hidden meaning.
"But, you know... the Starlight family isn't inferior in that regard either."
"Huh?"
That was why he could also smile confidently.
"...The 'Star's Blessing,' I mean, Serena."
"Ah."
The 'Power of Healing' that had been passed down through the Hero family for generations, the Star's Blessing, was rapidly restoring Frey.
"I don't lose in recovery either."
He, who had endured and healed countless wounds and blows, wouldn't fall into a groggy state from just one ejaculation.
"...My."
Frey's member was already fully recovered by the blessing.
"At this rate, the plan is ruined..."
Though she said that, Serena, whose lower region was so wet that no more foreplay was needed, had long abandoned any complicated plans.
"What should we do?"
For the first time in her life, instinct was winning over reason.
.
"........"
The two, now completely naked, were looking at each other.
"T-then... shall we start? Frey?"
"Y-yeah."
Unlike earlier when they spoke with confident expressions, for some reason they both looked quite flustered and nervous.
"Y-yes. I understand..."
"...Mmh."
No matter how much they were the hero who would save the world and the world's greatest genius, at this moment, they couldn't help but be awkward.
The impact of the first experience was bound to be that strong.
- Swipe...
"Mmh..."
Serena, her face completely red, grabbed Frey's cock with her hand and brought it to her opening.
- Squish...!
"Mmh."
But when Frey's glans touched her entrance, she stopped moving and let out a short moan.
'T-this is really... going to go inside me?'
Thinking this, her vulva, which was dripping with arousal fluid from her cold sweat, was wetting Frey's glans.
'R-really...?'
- Squish, squish...♡
Unable to make a decision in that situation, she unconsciously started rubbing Frey's cock against her vulva.
"Serena... you're doing it again..."
Thanks to that, Frey's cock began to have a deep kiss with her vulva.
"...Ah!"
".....!"
When his cock accidentally penetrated into Serena's vagina, both Frey and Serena opened their eyes wide at the same time.
"Hah... hah..."
Now, the only thing separating them was Serena's thin hymen.
"I-I'm ready. Frey."
Serena, looking down at Frey's cock whose glans was being consumed by her opening with trembling eyes, said that while clutching her heart that felt like it would burst.
"...Me too, Serena."
"As expected, we suit each other well."
When Frey replied with a flushed face, Serena responded with a gentle smile, took a deep breath, and relaxed her legs.
"Hah...!"
And the next moment, a stinging pain washed over her.
"Hik, ugh..."
Serena, shedding tears at the pain of deflowering that spread throughout her body, quietly looked down.
- Trickle...
Her virgin blood was slowly flowing down Frey's cock.
- Shaaa...
At the same time, the Ring of Purity that Frey was wearing on his left ring finger turned black.
"Ah..."
And the same was true for the ring on her own left ring finger.
"...Frey."
Serena, who had been blankly watching that mysterious yet thrilling scene, forgetting even the pain of deflowering, smiled and whispered in a captivating voice.
"I've taken your first time."
"...I just took yours too."
Serena looked down at Frey, who answered as if by coincidence but still with a shy expression.
"We've taken each other's first times at the same time."
She spoke, recalling the conversation they had on that beautiful moonlit night when she first met him in this timeline.
"Let's remember today for the rest of our lives."
At those words, a smile slowly spread across Frey's face as well.
"Because it's the day we were each other's first."
At the same time, Serena's hips began to move slowly up and down.
"Hah..."
Frey's thick cock was stirring her vagina, which had been wet to welcome him since before they entered the room.
"I love you... I love you, Frey..."
"Me too."
The arousal fluid flowing from her opening, which had swallowed Frey's cock to the root, ran down his pillar and splashed around.
Frey's cock, standing stiff as if to satisfy her lust, was reaching her deepest place.
"I really, really like you."
"I like you more, Serena."
As their actions became more intense, Serena's vaginal folds, which were clinging tightly to Frey's cock, began to tighten and throb around it.
"Mmh...!"
At the same time, Frey's member began to pulsate wildly.
"S-Serena. I'm at my limit now..."
Feeling the ejaculation sensation rising from the root like before, Frey tried to pull his body back while saying that.
- Squeeze...!
"...Serena!?"
At that moment, Serena's vagina instinctively clamped down hard on Frey's cock.
"I told you...?"
And the same was true for Serena.
"Now... you can't run away anywhere...♡"
"......!!!"
When Frey reached his limit, she wrapped her arms and legs around him, imprisoning him beneath her so he couldn't escape.
"...So please, finish inside me, Frey."
With her face completely red, she whispered that in Frey's ear.
- Spurt, spurt...!!!
Frey's cock, held tight by Serena, ejaculated with all its might into her womb.
- Chu...!
At the same time, Serena kissed Frey with a happy smile.
"The moon... has embraced the star's seed."
Frey's first lovemaking ended with him finishing inside her.